$113 Find Cheap Flights from Caribbean Islands to Louisville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Louisville departing on 11/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Everything you should know

Cheapest round-trip
$229
Typical prices: $325-$471
American Airlines
Thu 11/6Sun 11/9
SJU - SDF • 1 stop
Cheapest one-way
$113
Typical prices: $177-$216
American Airlines
Sat 11/8
SJU - SDF • 1 stop
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Flight Deals

Cheap Flights from Caribbean Islands to Louisville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Louisville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Louisville

Thu, Nov 6 - Sun, Nov 9
American Airlines Logo
2:05 pm - 12:22 amSJU-SDF
11h 17m1 stop
American Airlines Logo
6:50 am - 11:52 pmSDF-SJU
16h 02m1 stop
$229American Airlines
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Fri, Dec 12 - Tue, Jan 13
American Airlines Logo
2:36 pm - 9:49 pmSJU-SDF
8h 13m2 stops
American Airlines Logo
6:00 am - 3:59 pmSDF-SJU
8h 59m2 stops
$270American Airlines
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Wed, Dec 10 - Wed, Apr 8
Delta Logo
2:29 pm - 11:59 pmMBJ-SDF
9h 30m1 stop
Delta Logo
8:20 am - 7:25 pmSDF-MBJ
12h 05m1 stop
$419Delta
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Wed, Dec 10 - Wed, Apr 8
United Airlines Logo
1:25 pm - 11:32 amMBJ-SDF
22h 07m2 stops
United Airlines Logo
7:30 am - 3:10 pmSDF-MBJ
8h 40m2 stops
$424United Airlines
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Thu, Nov 27 - Mon, Dec 1
Southwest Logo
9:35 am - 3:55 pmSJU-SDF
7h 20m1 stop
Southwest Logo
6:20 am - 5:00 pmSDF-SJU
9h 40m2 stops
$455Southwest
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Thu, Dec 11 - Tue, Jan 13
United Airlines Logo
2:05 am - 1:17 pmSJU-SDF
12h 12m2 stops
United Airlines Logo
9:15 am - 9:26 pmSDF-SJU
11h 11m1 stop
$460United Airlines
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Fri, Nov 28 - Tue, Dec 2
Southwest Logo
6:40 am - 1:20 pmSJU-SDF
7h 40m1 stop
Southwest Logo
11:45 am - 10:05 pmSDF-SJU
9h 20m2 stops
$470Southwest
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Wed, Nov 26 - Mon, Dec 1
Multiple Airlines Logo
4:50 pm - 2:15 pmSJU-SDF
22h 25m1 stop
Multiple Airlines Logo
8:52 pm - 12:24 amSDF-SJU
26h 32m2 stops
$488Multiple Airlines
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Tue, Mar 10 - Wed, Mar 11
Delta Logo
11:35 am - 7:02 pmMBJ-SDF
6h 27m1 stop
Delta Logo
7:30 pm - 11:47 amSDF-MBJ
17h 17m2 stops
$564Delta
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Mon, Nov 24 - Sun, Nov 30
Multiple Airlines Logo
9:45 pm - 5:53 pmSJU-SDF
21h 08m2 stops
Multiple Airlines Logo
8:31 pm - 11:44 pmSDF-SJU
26h 13m1 stop
$582Multiple Airlines
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Good to know

Low seasonJanuary
Cheapest flight$113
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from San Juan to Louisville

FAQs for booking flights from Caribbean Islands to Louisville

  • How does KAYAK find such low prices on flights from Caribbean Islands to Louisville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Louisville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Louisville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Louisville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Louisville with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Louisville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Louisville from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Caribbean Islands to Louisville

 
Need help choosing which airline to fly with from Caribbean Islands to Louisville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 7973 reviews
8.2Boarding
8.5Crew
7.9Entertainment
7.9Comfort
7.3Food
Airline reviews

My issue was with TSA agents for delta airlines. My luggage got flagged. The agent was going thru another persons first. He took 20 min to go thru hers. I asked them to bring mine closer so I could sit down . They said you can go sit it will be fine. I said I am supposed to keep my eyes on my bags at all times. The agent was meticulously unwrapping 2 gifts that the lady had and then tried to re warp it. He was trying to be kind i get it but 20 min for me to stand watching him do that was ridiculous. It was 6 am and there were a ton of travelers. Mine was flagged for some air packed tea that I bought in Turkey. My previous delta flight and 2 others before didn’t flag it. Consistency would be nice. Also on the flight the window shades were down for take off and landing - I thought that was very odd I thought they had to remain open for take off and landing.

6.0 GoodDonna, Oct 2025BOS - MSY
Read more Delta reviews

My issue was with TSA agents for delta airlines. My luggage got flagged. The agent was going thru another persons first. He took 20 min to go thru hers. I asked them to bring mine closer so I could sit down . They said you can go sit it will be fine. I said I am supposed to keep my eyes on my bags at all times. The agent was meticulously unwrapping 2 gifts that the lady had and then tried to re warp it. He was trying to be kind i get it but 20 min for me to stand watching him do that was ridiculous. It was 6 am and there were a ton of travelers. Mine was flagged for some air packed tea that I bought in Turkey. My previous delta flight and 2 others before didn’t flag it. Consistency would be nice. Also on the flight the window shades were down for take off and landing - I thought that was very odd I thought they had to remain open for take off and landing.

The flight was an hour and a half late departing which was inconvenient

Delay in SLC jammed us up in Chicago. Got caught up in rush hour traffic

The crew took good care of us. The flight from ATL to SFO is a longer one, and there were multiple beverage offerings. I like the 757's that Delta uses. Good airplane that is comfortable. I do wish Delta would separate Priority boarding from the better seats. I would gladly take a smaller seat in an open row than be jammed into Comfort just to get priority boarding, just to make sure I don't have to check a bag.

The crew was not very visible. This might be a good thing for people who wanted to sleep but seemed odd when compared to the Atlantic crossing where they are more present in the cabin. The Food (beef) was not good. Tough and tasteless. Would love to see more choices on a long flight like that.

The flight was great. The gate location was way to far away!!!

This was our second flight using the Delta One class of service. Overall, it’s a good product but for me the POD configuration is a bit constrictive. I am an average size male at 5’ 10” height weighing 190 lbs so it’s not a size thing for me. I’d rather have extra wide seats without the POD walls to be honest.

The flight attendant in first class was beyond rude and didn't care at all about her job. AND the gate agent was even worse than the flight attendant for rudeness. She was awful.

Convient flight. Good experience. No complaints other than the food quality seems to have decreased.

Food tray looked like penitentiary food - little effort to make it look appealing (packaging colour and design)

Mostly good. Flight was crowded but Airline personnel were very friendly & accommodating. It would be good to have savory snacks rather than just sweet Biscoff cookies.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

Flight attendants on this flight were very attentive and friendly

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

the trip to madrid was uncomfortable with my legs touching the seat in front of me

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

Flight, food and crew were all good, friendly and very satisfactory.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

We were delayed for a “couple of maintenance issues.” They were resolved rather quickly but a computer glitch caused someone in the airport to have to bring a physical copy of the paperwork so we could leave. I don’t know where they had to drive from to get to our plane but it took forever & we were 1 1/2 hrs late in leaving. The flight itself was fine.

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